Determination of the Optical Purity for Serine and Threonine by Gas Chromatography on a Chiral Column
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In a two-step procedure, serine and threonine were converted first to <I>N</I>-isobutoxycarbonyl-amino acid 2,2,2-trifluoroethyl esters and subsequently also to novel <I>N</I>,<I>O</I>-bis-isobutoxycarbonyl-derivatives. As such all four isomers of threonine could easily be resolved on a commercial chiral (Chirasil-<FONT SIZE=-2>D</FONT>-Val) gas chromatography column at 140 °C. A significant influence of the configuration at the β-position on the retention time was thereby observed. Similarly, improved separation was demonstrated for the two enantiomers of <I>N</I>,<I>O</I>-bis-isobutoxycarbonyl-serine isobutylamide.
- Chemistry Letters
Chemistry Letters 1997(8), 779-780, 1997-08
The Chemical Society of Japan